[10]-Gingerdiols as the Major Metabolites of [10]-Gingerol in Zebrafish Embryos and in Humans and Their Hematopoietic Effects in Zebrafish Embryos
| Autor: | Huadong Chen, TinChung Leung, Dominique N. Soroka, Karine F. Ferri-Lagneau, Shengmin Sang, Jamil Haider |
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| Rok vydání: | 2013 |
| Předmět: |
Adult
Male Embryo Nonmammalian animal structures Ginger Extract Catechols Ginger Biology Hydroxylation Article Beverages chemistry.chemical_compound Biotransformation North Carolina Animals Humans Zebrafish Foods Specialized Molecular Structure Gingerol Guaiacol Stereoisomerism General Chemistry Metabolism Blood cell formation Hematopoiesis Haematopoiesis chemistry Biochemistry Dietary Supplements embryonic structures Hematinics Zebrafish embryo Fatty Alcohols General Agricultural and Biological Sciences Oxidation-Reduction Rhizome |
| Zdroj: | Journal of Agricultural and Food Chemistry. 61:5353-5360 |
| ISSN: | 1520-5118 0021-8561 |
| DOI: | 10.1021/jf401501s |
| Popis: | Gingerols are a series of major constituents in fresh ginger with the most abundant being [6]-, [8]-, and [10]-gingerols (6G, 8G, and 10G). We previously found that ginger extract and its purified components, especially 10G, potentially stimulate both the primitive and definitive waves of hematopoiesis (blood cell formation) in zebrafish embryos. However, it is still unclear if the metabolites of 10G retain the efficacy of the parent compound towards pathological anemia treatment. In the present study, we first investigated the metabolism of 10G in zebrafish embryos, and then explored the biotransformation of 10G in humans. Our results show that 10G was extensively metabolized in both zebrafish embryos and in humans, in which two major metabolites, (3S,5S)-[10]-gingerdiol and (3R,5S)-[10]-gingerdiol, were identified by analysis of the MSn spectra and comparison to authentic standards that we synthesized. After 24 hours of treatment of zebrafish embryos, 10G was mostly converted to its metabolites. Our results clearly indicate the reductive pathway is a major metabolic route for 10G in both zebrafish embryos and in humans. Furthermore, we investigated the hematopoietic effect of 10G and its two metabolites, which show similar hematopoietic effects as 10G in zebrafish embryos. |
| Databáze: | OpenAIRE |
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